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Keywords = thiolato ligand

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16 pages, 2753 KiB  
Article
Hydrogenation Studies of Iridium Pyridine Diimine Complexes with O- and S-Donor Ligands (Hydroxido, Methoxido and Thiolato)
by Max Völker, Matthias Schreyer and Peter Burger
Chemistry 2024, 6(5), 1230-1245; https://doi.org/10.3390/chemistry6050071 - 11 Oct 2024
Viewed by 1328
Abstract
For square-planar late transition metal pyridine, diimine (Rh, Ir) complexes with hydro-xido, methoxido, and thiolato ligands. We could previously establish sizable metal-O- and S π-bonding interactions. Herein, we report the hydrogenation studies of iridium hydroxido and methoxido complexes, which quantitatively lead to the [...] Read more.
For square-planar late transition metal pyridine, diimine (Rh, Ir) complexes with hydro-xido, methoxido, and thiolato ligands. We could previously establish sizable metal-O- and S π-bonding interactions. Herein, we report the hydrogenation studies of iridium hydroxido and methoxido complexes, which quantitatively lead to the trihydride compound and water/methanol. The iridium trihydride displays a highly fluctional structure with scrambling hydrogen atoms, which can be described as a dihydrogen hydride system based on NMR and DFT investigations. This contrasts the iridium sulfur compounds, which are not reacting with dihydrogen. According to DFT and LNO-CCSD(T) calculations, hydrogenation of the methoxido complex proceeds by a two-step mechanism, i.e., an oxidative addition step of H2 to an Ir(III) dihydride intermediate with consecutive reductive O-H elimination of methanol. Based on PNO-CCSD(T) calculations, the reactivity difference between the O- and S-donors can be traced to the stronger H-O bonds in the water/methanol products compared to the S-H bonds in the sulphur congeners, which serves as a driving force for hydrogenation. Full article
(This article belongs to the Section Inorganic and Solid State Chemistry)
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29 pages, 5231 KiB  
Article
Syntheses, Crystal and Electronic Structures of Rhodium and Iridium Pyridine Di-Imine Complexes with O- and S-Donor Ligands: (Hydroxido, Methoxido and Thiolato)
by Michel Stephan, Max Völker, Matthias Schreyer and Peter Burger
Chemistry 2023, 5(3), 1961-1989; https://doi.org/10.3390/chemistry5030133 - 5 Sep 2023
Cited by 2 | Viewed by 2639
Abstract
The syntheses of new neutral square-planar pyridine di-imine rhodium and iridium complexes with O- and S-donor (OH, OR, SH, SMe and SPh) ligands along with analogous cationic compounds are reported. Their crystal and electronic structures are investigated in detail with a focus on [...] Read more.
The syntheses of new neutral square-planar pyridine di-imine rhodium and iridium complexes with O- and S-donor (OH, OR, SH, SMe and SPh) ligands along with analogous cationic compounds are reported. Their crystal and electronic structures are investigated in detail with a focus on the non-innocence/innocence of the PDI ligand. The oxidation states of the metal centers were analyzed by a variety of experimental (XPS and XAS) and theoretical (LOBA, EOS and OSLO) methods. The dπ-pπ interaction between the metal centers and the π-donor ligands was investigated by theoretical methods and revealed the partial multiple-bond character of the M-O,S bonds. Experimental support is provided by a sizable barrier for the rotation about the Ir-S bond in the methyl thiolato complex and confirmed by DFT and LNO-CCSD(T) calculations. This was corroborated by the high Ir-O and Ir-S bond dissociation enthalpies calculated at the PNO-CCSD(T) level. Full article
(This article belongs to the Special Issue Commemorating 150 Years of Justus von Liebig’s Legacy)
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5 pages, 846 KiB  
Short Note
Hexakis(μ-3-aminopropanethiolato-1κ6N,S:2κ3S;3κ6N,S:2κ3S)cadmium(II)dirhodium(III) Dibromide Tetrahydrate
by Masahiro Kouno, Nobuto Yoshinari, Tatsuhiro Kojima and Takumi Konno
Molbank 2023, 2023(3), M1684; https://doi.org/10.3390/M1684 - 3 Jul 2023
Viewed by 1253
Abstract
Cadmium(II) complexes with thiolate ligands have received considerable attention because of their intriguing structural features and relevance to metalloproteins. In this study, a new cadmium(II)–rhodium(III) trinuclear complex, [Cd{Rh(apt)3}2]Br2·4H2O (1, apt = 3-aminopropanethiolate), was synthesized [...] Read more.
Cadmium(II) complexes with thiolate ligands have received considerable attention because of their intriguing structural features and relevance to metalloproteins. In this study, a new cadmium(II)–rhodium(III) trinuclear complex, [Cd{Rh(apt)3}2]Br2·4H2O (1, apt = 3-aminopropanethiolate), was synthesized by the reaction of fac-[Rh(apt)3] with cadmium bromide. Compound 1 was characterized using elemental analysis, X-ray fluorescence and IR spectroscopies, and powder X-ray diffraction study. Single-crystal X-ray analysis revealed that the cadmium(II) center in 1 was surrounded by six thiolato S atoms from two fac-[Rh(apt)3] units. Full article
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9 pages, 2249 KiB  
Article
A Novel Class of Cyclometalated Platinum(II) Complexes for Solution-Processable OLEDs
by Dominique Roberto, Alessia Colombo, Claudia Dragonetti, Francesco Fagnani, Massimo Cocchi and Daniele Marinotto
Molecules 2022, 27(16), 5171; https://doi.org/10.3390/molecules27165171 - 13 Aug 2022
Cited by 11 | Viewed by 2491
Abstract
Substitution of the chlorido ligand of cyclometalated [Pt (5-R-1,3-di(2-pyridyl) benzene)Cl] (R = methyl, mesityl, 2-thienyl, or 4-diphenylamino-phenyl) by 4-phenylthiazole-2-thiolate leads to related thiolato complexes, which were fully characterized. Their photophysical properties were determined in degassed dichloromethane solution. The emission color of the novel [...] Read more.
Substitution of the chlorido ligand of cyclometalated [Pt (5-R-1,3-di(2-pyridyl) benzene)Cl] (R = methyl, mesityl, 2-thienyl, or 4-diphenylamino-phenyl) by 4-phenylthiazole-2-thiolate leads to related thiolato complexes, which were fully characterized. Their photophysical properties were determined in degassed dichloromethane solution. The emission color of the novel complexes can be easily tuned by the nature of the substituents on the terdentate ligand, as is the case for the parent chlorido complexes. Their luminescence Quantum Yield is high, with that of the compounds with the 2-thienyl or 4-diphenylamino-phenyl substituents being much higher than that of the related chloride complexes. The platinum complex with the cyclometalated 5-(2-thienyl)-1,3-di(2-pyridyl) benzene was used as the emitter for the fabrication of a yellow solution-processable OLED. Full article
(This article belongs to the Special Issue Metal Complexes for Optical and Electronics Applications)
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20 pages, 2327 KiB  
Article
Influence of the Nucleophilic Ligand on the Reactivity of Carbonyl Rhenium(I) Complexes towards Methyl Propiolate: A Computational Chemistry Perspective
by Daniel Álvarez, Elena López-Castro, Arturo Guerrero, Lucía Riera, Julio Pérez, Jesús Díaz, M. Isabel Menéndez and Ramón López
Molecules 2020, 25(18), 4134; https://doi.org/10.3390/molecules25184134 - 10 Sep 2020
Viewed by 3364
Abstract
A comparative theoretical study on the reactivity of the complexes [ReY(CO)3(bipy)] (Y = NH2, NHMe, NHpTol, OH, OMe, OPh, PH2, PHMe, PMe2, PHPh, PPh2, PMePh, SH, SMe, SPh; bipy = 2,2′-bipyridine) [...] Read more.
A comparative theoretical study on the reactivity of the complexes [ReY(CO)3(bipy)] (Y = NH2, NHMe, NHpTol, OH, OMe, OPh, PH2, PHMe, PMe2, PHPh, PPh2, PMePh, SH, SMe, SPh; bipy = 2,2′-bipyridine) towards methyl propiolate was carried out to analyze the influence of both the heteroatom (N, O, P, S) and the alkyl and/or aryl substituents of the Y ligand on the nature of the product obtained. The methyl substituent tends to accelerate the reactions. However, an aromatic ring bonded to N and O makes the reaction more difficult, whereas its linkage to P and S favour it. On the whole, ligands with O and S heteroatoms seem to disfavour these processes more than ligands with N and P heteroatoms, respectively. Phosphido and thiolato ligands tend to yield a coupling product with the bipy ligand, which is not the general case for hydroxo, alcoxo or amido ligands. When the Y ligand has an O/N and an H atom the most likely product is the one containing a coupling with the carbonyl ligand, which is not always obtained when Y contains P/S. Only for OMe and OPh, the product resulting from formal insertion into the Re-Y bond is the preferred. Full article
(This article belongs to the Special Issue Theoretical Inorganic Chemistry)
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14 pages, 2694 KiB  
Article
Synthesis of Trithia-Borinane Complexes Stabilized in Diruthenium Core: [(Cp*Ru)2(η1-S)(η1-CS){(CH2)2S3BR}] (R = H or SMe)
by Koushik Saha, Urminder Kaur, Rosmita Borthakur and Sundargopal Ghosh
Inorganics 2019, 7(2), 21; https://doi.org/10.3390/inorganics7020021 - 13 Feb 2019
Cited by 4 | Viewed by 4093
Abstract
The thermolysis of arachno-1 [(Cp*Ru)2(B3H8)(CS2H)] in the presence of tellurium powder yielded a series of ruthenium trithia-borinane complexes: [(Cp*Ru)2(η1-S)(η1-CS){(CH2)2S3BH}] 2, [...] Read more.
The thermolysis of arachno-1 [(Cp*Ru)2(B3H8)(CS2H)] in the presence of tellurium powder yielded a series of ruthenium trithia-borinane complexes: [(Cp*Ru)2(η1-S)(η1-CS){(CH2)2S3BH}] 2, [(Cp*Ru)2(η1-S)(η1-CS){(CH2)2S3B(SMe)}] 3, and [(Cp*Ru)2(η1-S)(η1-CS){(CH2)2S3BH}] 4. Compounds 2–4 were considered as ruthenium trithia-borinane complexes, where the central six-membered ring {C2BS3} adopted a boat conformation. Compounds 2–4 were similar to our recently reported ruthenium diborinane complex [(Cp*Ru){(η2-SCHS)CH2S2(BH2)2}]. Unlike diborinane, where the central six-membered ring {CB2S3} adopted a chair conformation, compounds 2–4 adopted a boat conformation. In an attempt to convert arachno-1 into a closo or nido cluster, we pyrolyzed it in toluene. Interestingly, the reaction led to the isolation of a capped butterfly cluster, [(Cp*Ru)2(B3H5)(CS2H2)] 5. All the compounds were characterized by 1H, 11B{1H}, and 13C{1H} NMR spectroscopy and mass spectrometry. The molecular structures of complexes 2, 3, and 5 were also determined by single-crystal X-ray diffraction analysis. Full article
(This article belongs to the Special Issue Metal Complexes Containing Boron Based Ligands)
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20 pages, 4806 KiB  
Article
Anticancer Applications of Nanostructured Silica-Based Materials Functionalized with Titanocene Derivatives: Induction of Cell Death Mechanism through TNFR1 Modulation
by Santiago Gómez-Ruiz, Alberto García-Peñas, Sanjiv Prashar, Antonio Rodríguez-Diéguez and Eva Fischer-Fodor
Materials 2018, 11(2), 224; https://doi.org/10.3390/ma11020224 - 31 Jan 2018
Cited by 33 | Viewed by 4584
Abstract
A series of cytotoxic titanocene derivatives have been immobilized onto nanostructured silica-based materials using two different synthetic routes, namely, (i) a simple grafting protocol via protonolysis of the Ti–Cl bond; and (ii) a tethering method by elimination of ethanol using triethoxysilyl moieties of [...] Read more.
A series of cytotoxic titanocene derivatives have been immobilized onto nanostructured silica-based materials using two different synthetic routes, namely, (i) a simple grafting protocol via protonolysis of the Ti–Cl bond; and (ii) a tethering method by elimination of ethanol using triethoxysilyl moieties of thiolato ligands attached to titanium. The resulting nanostructured systems have been characterized by different techniques such as XRD, XRF, DR-UV, BET, SEM, and TEM, observing the incorporation of the titanocene derivatives onto the nanostructured silica and slight changes in the textural features of the materials after functionalization with the metallodrugs. A complete biological study has been carried out using the synthesized materials exhibiting moderate cytotoxicity in vitro against three human hepatic carcinoma (HepG2, SK-Hep-1, Hep3B) and three human colon carcinomas (DLD-1, HT-29, COLO320) and very low cytotoxicity against normal cell lines. In addition, the cells’ metabolic activity was modified by a 24-h exposure in a dose-dependent manner. Despite not having a significant effect on TNFα or the proinflammatory interleukin 1α secretion, the materials strongly modulated tumor necrosis factor (TNF) signaling, even at sub-cytotoxic concentrations. This is achieved mainly by upregulation of the TNFR1 receptor production, something which has not previously been observed for these systems. Full article
(This article belongs to the Special Issue Nanomaterials for Biomedical Applications)
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27 pages, 2263 KiB  
Review
Sulfur-Functionalized N-Heterocyclic Carbene Complexes of Pd(II): Syntheses, Structures and Catalytic Activities
by Dan Yuan and Han Vinh Huynh
Molecules 2012, 17(3), 2491-2517; https://doi.org/10.3390/molecules17032491 - 1 Mar 2012
Cited by 96 | Viewed by 9320
Abstract
N-heterocyclic carbenes (NHCs) can be easily modified by introducing functional groups at the nitrogen atoms, which leads to versatile coordination chemistry as well as diverse catalytic applications of the resulting complexes. This article summarizes our contributions to the field of NHCs bearing different [...] Read more.
N-heterocyclic carbenes (NHCs) can be easily modified by introducing functional groups at the nitrogen atoms, which leads to versatile coordination chemistry as well as diverse catalytic applications of the resulting complexes. This article summarizes our contributions to the field of NHCs bearing different types of sulfur functions, i.e., thioether, sulfoxide, thiophene, and thiolato. The experimental evidence for the truly hemilabile coordination behavior of a Pd(II) thioether-NHC complex has been reported as well. In addition, complexes bearing rigid CSC-pincer ligands have been synthesized and the reasons for pincer versus pseudo-pincer formation investigated. Incorporation of the electron-rich thiolato function resulted in the isolation of structurally diverse complexes. The catalytic activities of selected complexes have been tested in Suzuki-Miyaura, Mizoroki-Heck and hydroamination reactions. Full article
(This article belongs to the Special Issue Carbene Complexes)
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